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You can start with 4-chlorobutanal, treated with activated Mg, add 3-oxybutanal, then use a mild oxidising agent like cupric oxide to oxidise hydroxyl group at position 5 to a carbonyl group.

Posted

Would taking 1,3-butene, treating it with a Pd0/HCl catalyst and 1-chloro-3-butene to give 1,3,7-octene. then a hydration of this to give 1,5,7-octanol. treat this with Na2Cr2O7/H2SO4 to give the triketone work?

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